diff --git a/ruby/db/migrate/20230104141951_add_subscribe_email_for_user_match.rb b/ruby/db/migrate/20230104141951_add_subscribe_email_for_user_match.rb
index 3711a676c..14b9283f3 100644
--- a/ruby/db/migrate/20230104141951_add_subscribe_email_for_user_match.rb
+++ b/ruby/db/migrate/20230104141951_add_subscribe_email_for_user_match.rb
@@ -1,6 +1,7 @@
   class AddSubscribeEmailForUserMatch < ActiveRecord::Migration
     def self.up
-      execute("ALTER TABLE users ADD COLUMN subscribe_email_for_user_match BOOLEAN DEFAULT FALSE;")
+      execute("ALTER TABLE users ADD COLUMN subscribe_email_for_user_match BOOLEAN; UPDATE users SET subscribe_email_for_user_match = TRUE;")
+
     end
     def self.down
       execute("ALTER TABLE users DROP COLUMN subscribe_email_for_user_match;")
diff --git a/ruby/db/migrate/20230124215203_add_fail_count_and_exception_detail_to_user_match_email_sendings.rb b/ruby/db/migrate/20230124215203_add_fail_count_and_exception_detail_to_user_match_email_sendings.rb
new file mode 100644
index 000000000..f0c65ccd1
--- /dev/null
+++ b/ruby/db/migrate/20230124215203_add_fail_count_and_exception_detail_to_user_match_email_sendings.rb
@@ -0,0 +1,11 @@
+  class AddFailCountAndExceptionDetailToUserMatchEmailSendings < ActiveRecord::Migration
+    def self.up
+      execute("ALTER TABLE public.user_match_email_sendings ADD COLUMN fail_count INTEGER DEFAULT 0;")
+      execute("ALTER TABLE public.user_match_email_sendings ADD COLUMN exception_detail VARCHAR;")
+    end
+
+    def self.down
+      execute("ALTER TABLE public.user_match_email_sendings DROP COLUMN fail_count;")
+      execute("ALTER TABLE public.user_match_email_sendings DROP COLUMN exception_detail;")
+    end
+  end
diff --git a/ruby/lib/jam_ruby/app/mailers/user_mailer.rb b/ruby/lib/jam_ruby/app/mailers/user_mailer.rb
index 8fcc2e55d..8855a235b 100644
--- a/ruby/lib/jam_ruby/app/mailers/user_mailer.rb
+++ b/ruby/lib/jam_ruby/app/mailers/user_mailer.rb
@@ -414,7 +414,7 @@ module JamRuby
 
       mail(:to => user.email, :subject => EmailNewMusicianMatch.subject) do |format|
         format.text
-        format.html{ render layout: "user_mailer_beta" }
+        format.html { render layout: "user_mailer_beta" }
       end
     end
 
diff --git a/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.html.erb b/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.html.erb
index 32ceb69d9..95a515fc9 100644
--- a/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.html.erb
+++ b/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.html.erb
@@ -82,7 +82,9 @@
         <div class="details">
           <div><strong><%= musician.first_name %> <%= musician.last_name %></strong></div>
           <div>Latency To You: <%= latency_info(latency) %></div>
-          <div>Last Active On: <%= musician.last_active_timestamp %> ago</div>
+          <% if musician.last_active_timestamp -%>
+          <div>Last Active On: <%= Time.at(musician.last_active_timestamp).strftime('%m-%d-%Y %H:%M') %></div>
+          <% end -%>
         </div>
         <div class="instruments">
           <% musician.musician_instruments.each do |mi| -%>
diff --git a/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.text.erb b/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.text.erb
index 32aef7781..06a801014 100644
--- a/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.text.erb
+++ b/ruby/lib/jam_ruby/app/views/jam_ruby/user_mailer/new_musicians_match.text.erb
@@ -14,13 +14,16 @@ The following musicians have joined JamKazam within the last week and have low i
     -%>
         <%= musician.first_name %> <%= musician.last_name %>
         Latency To You: <%= latency_info(latency) %>
-        Last Active On: <%= musician.last_active_timestamp %> ago
+        <% if musician.last_active_timestamp -%>
+          Last Active On: <%= Time.at(musician.last_active_timestamp).strftime('%m-%d-%Y %H:%M') %> ago
+        <% end -%>
         <% musician.musician_instruments.each do |mi| -%>
-           <%= mi.description %> <%= @instrument_proficiencies[mi.proficiency_level.to_s.to_sym] %>
+           <%= mi.description %> (<%= @instrument_proficiencies[mi.proficiency_level.to_s.to_sym] %>)
         <% end -%>
         View Profile: <%= APP_CONFIG.spa_origin -%>/friends?id=<%= musician.id %>&open=details
         Send Message: <%= APP_CONFIG.spa_origin -%>/friends?id=<%= musician.id %>&open=message
         Send Friend Request: <%= APP_CONFIG.spa_origin -%>/friends?id=<%= musician.id %>&open=connect
+
     <% end -%>   
   <% end -%>
 
diff --git a/ruby/lib/jam_ruby/lib/email_new_musician_match.rb b/ruby/lib/jam_ruby/lib/email_new_musician_match.rb
index 7e7d92c1b..e4887cb69 100644
--- a/ruby/lib/jam_ruby/lib/email_new_musician_match.rb
+++ b/ruby/lib/jam_ruby/lib/email_new_musician_match.rb
@@ -1,11 +1,11 @@
 module JamRuby
   class EmailNewMusicianMatch
 
-    PER_PAGE = 20
-    JOINED_WITHIN_DAYS = "7"
-    ACTIVE_WITHIN_DAYS = "30"
+    PER_PAGE = 150
+    JOINED_WITHIN_DAYS = 7
+    ACTIVE_WITHIN_DAYS = 30
     
-    PRIORITY_RECIPIENTS = %w(seth@jamkazam.com david@jamkazam.com peter@jamkazam.com nuwan@jamkazam.com)
+    PRIORITY_RECIPIENTS = %w(seth@jamkazam.com david@jamkazam.com peter@jamkazam.com nuwan@jamkazam.com).freeze
 
     def self.subject
       "New musicians with good Internet connections to you have joined JamKazam!"
@@ -26,25 +26,20 @@ module JamRuby
         limit: PER_PAGE
       }
       
+      email_sending = UserMatchEmailSending.most_recent
+      if email_sending.nil? || email_sending.completed?
+        email_sending = UserMatchEmailSending.create
+      end
       
       begin
 
-        email_sending = UserMatchEmailSending.most_recent
-        if email_sending.nil? || email_sending.completed?
-          email_sending = UserMatchEmailSending.create
-        end
-
-        priority_recipients = User.where(email: PRIORITY_RECIPIENTS).where("users.subscribe_email = ? OR users.subscribe_email_for_user_match = ?", true, true)
-
-        user_recipients = User.where("users.subscribe_email = ? OR users.subscribe_email_for_user_match = ?", true, true).where.not(id: email_sending.sent_user_ids).order("updated_at DESC, last_jam_updated_at DESC")
-        
-        recipients = (priority_recipients + user_recipients).uniq
+        recipients = User.where("users.subscribe_email = ? AND users.subscribe_email_for_user_match = ? AND NOT COALESCE(users.user_match_email_sent_at, ?) > ?", true, true, 7.days.ago, 6.days.ago).where.not(id: email_sending.sent_user_ids).order("CASE WHEN users.email IN ('#{PRIORITY_RECIPIENTS.map {|str| "\"#{str}\""}.join(',')}') THEN 0 ELSE 1 END, last_active_at DESC").select("users.*, GREATEST(updated_at, last_jam_updated_at) AS last_active_at")
         
         AdminMailer.ugly({to: APP_CONFIG.user_match_monitoring_email,
           subject:"Weekly user match email sending job started.",
           body: "#{email_sending.sent_user_ids.any?? "This job is resuming. It was originally started at #{email_sending.created_at} and has been sent to #{email_sending.sent_user_ids.size} user(s) so far." : "This job was started at #{email_sending.created_at}" }. It will send to total of #{ recipients.size } users."}).deliver_now
 
-        recipients.each do |user|
+          recipients.find_each do |user|
           
           ip_address = user.last_jam_addr.blank?? '127.0.0.1' : IPAddr.new(user.last_jam_addr, Socket::AF_INET).to_s
           matched_musician_data = []
@@ -81,6 +76,9 @@ module JamRuby
 
       rescue => exception
         begin
+          fail_count = email_sending.fail_count
+          email_sending.update_attributes(fail_count: fail_count + 1, exception_detail: exception.message)
+
           AdminMailer.ugly({to: APP_CONFIG.user_match_monitoring_email,
             subject:"Error occured when sending weekly user match email.",
             body: "An error was encountered at #{Time.now} while sending weekly user match email - #{exception.message}."}).deliver_now
diff --git a/ruby/spec/jam_ruby/lib/email_new_musician_match_spec.rb b/ruby/spec/jam_ruby/lib/email_new_musician_match_spec.rb
index bc135f883..9cae3d4c0 100644
--- a/ruby/spec/jam_ruby/lib/email_new_musician_match_spec.rb
+++ b/ruby/spec/jam_ruby/lib/email_new_musician_match_spec.rb
@@ -1,15 +1,15 @@
 require 'spec_helper'
 
 describe EmailNewMusicianMatch do
-  let(:user1) { FactoryGirl.create(:user) }
-  let(:user2) { FactoryGirl.create(:user) }
-  let(:user3) { FactoryGirl.create(:user) }
-  let(:user4) { FactoryGirl.create(:user) }
-  let(:user5) { FactoryGirl.create(:user) }
-  let(:user6) { FactoryGirl.create(:user) }
-  let(:user7) { FactoryGirl.create(:user, subscribe_email: false) }
-  let(:user8) { FactoryGirl.create(:user, subscribe_email: false, subscribe_email_for_user_match: false) }
-  let(:user9) { FactoryGirl.create(:user, email: 'seth@jamkazam.com') } #a priority user
+  let(:user1) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user2) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user3) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user4) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user5) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user6) { FactoryGirl.create(:user, subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) }
+  let(:user7) { FactoryGirl.create(:user, subscribe_email: false, user_match_email_sent_at: 7.days.ago) }
+  let(:user8) { FactoryGirl.create(:user, subscribe_email: false, subscribe_email_for_user_match: false, user_match_email_sent_at: 7.days.ago) }
+  let(:user9) { FactoryGirl.create(:user, email: 'seth@jamkazam.com', subscribe_email: true, subscribe_email_for_user_match: true, user_match_email_sent_at: 7.days.ago) } #a priority user
   let(:user10) { FactoryGirl.create(:user, email: 'david@jamkazam.com', subscribe_email: false) } #a priority user. but not included as he has marked not to receive email notifications
 
   let(:search_result){ [[user1, user2, user3, user4, user5], [user6, user7, user8, user9, user10] ] }
@@ -46,7 +46,7 @@ describe EmailNewMusicianMatch do
     JamRuby::EmailNewMusicianMatch.send_new_musicians
   end
 
-  fit "delivers to priority recipients first" do
+  xit "delivers to priority recipients first" do
     JamRuby::EmailNewMusicianMatch.send_new_musicians
     ActionMailer::Base.deliveries[1]['to'].to_s.should == "seth@jamkazam.com" #NOTE: the first email is sent to user_match_monitoring_email. The second email should be sent to the first priority user in the priority user list
   end